Water → HCID 13854009, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4.23 g (20 m mol) of o-chloroacetoacetanilide, 1.46 g (20 m mol) of n-butylamine and 20 ml of toluene, after one drop of acetic acid was added, was stirred for 1.5 hours at 60° C. and was refluxed for 30 minutes while resulted water was distilled off from the reaction mixture together with about 10 ml of toluene. After 8.10 g (80 m mol) of triethylamine was added, a solution of 4.20 g (50 m mol) of diketene in 20 ml of toluene was dropwise added over a period of 40 minutes and the reaction mixture was further refluxed for 2 hours. The reaction mixture was heated to distill off about 12 ml of solvent from the reaction mixture and was cooled to room temperature. The resulting crystals were filtered off, washed and dried under reduced pressure to obtain 1.59 g of the title compound. (Yield: 29%).

Provenance & Evidence